Search Apartments in Osprey

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 644 Apartments in Osprey with updated reviews, rates, and availability.

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (285)
"This was a lovely place. Just loved it. Will be back. "
The Ringling Beach House

Sea Club I Beach Resort

3.0 star property
9.0 out of 10, Wonderful, (298)
"My 4 night stay was beautiful and relaxing for the most part. Although, for being one of the few people residing there for a short vacation, I would've preferred that they hadn't put a rather noisey family right above me. It was startling and intrusive at times. "
Sea Club I Beach Resort

1Bed/1bath suite

10.0 out of 10, Exceptional, (46)
"Our stay was very good, a calm and welcoming place! The hosts are kind and very polite and made us feel very comfortable. Very well decorated and clean. We will definitely be back. The place was very good... It was more than expected."
The price is SAR 225
SAR 478 total
includes taxes & fees
11 Dec - 12 Dec
1Bed/1bath suite

Riverside Oasis 1Bed/1Bath

9.4 out of 10, Exceptional, (19)
"This was a great place! Exactly as advertised. Clean and cute."
The price is SAR 225
SAR 478 total
includes taxes & fees
1 Dec - 2 Dec
Riverside Oasis 1Bed/1Bath

Sarasota Cozy & Clean, Near #1 Beach Siesta in SouthGate Neighborhood

10.0 out of 10, Exceptional, (37)
"This was great stay. The room was nice, clean, and had everything we needed. Verlaine was communicative and helped us whenever we needed anything. Neighborhood was nice and safe and close to the places we went. I would recommend this place if you are considering staying."
Sarasota Cozy & Clean, Near #1 Beach Siesta in SouthGate Neighborhood

Shorewalk Vacation Villas

2.0 star property
8.8 out of 10, Excellent, (696)
"Property was perfect for an event at IMG. Lots of bed options and comfortable. "
Shorewalk Vacation Villas

Nice studio near Anna Maria Island, IMG Academy, UTC Mall, Lecom Park

9.4 out of 10, Exceptional, (65)
"The property looks just like the pictures and is clean and well-maintained. The property owners are very nice, flexible and easy to communicate with. My daughter and I really only slept and showered there but it was a perfect, quiet little place to rest our heads. We enjoyed our stay. "
Nice studio near Anna Maria Island, IMG Academy, UTC Mall, Lecom Park

Siesta Cool : Only Minutes Walk to Siesta Beach!

9.8 out of 10, Exceptional, (29)
"Great place, suited our needs just fine. Great location, no need for a car. If you want a ride just hop on the Frog Hop shuttle. Great response time from host. Plenty of restaurants and entertainment within walking distance. "
Siesta Cool : Only Minutes Walk to Siesta Beach!

Condo w/ Pool Access < 4 Miles to Siesta Key Beach

3.0 star property
10.0 out of 10, Exceptional, (3)
"The home home was clean and for me, ideally located between my dad’s home and Siesta key beach,. I come down from Michigan to visit my dad and family 2 times a year, staying in various rentals. It is comfortable and parking right in front of the rental makes unloading of suit cases convenient. My interaction with Sheri, the host. Was very pleasant and most helpful! I will be scheduling my next trip down in the spring and will be staying here, again!"
Condo w/ Pool Access < 4 Miles to Siesta Key Beach

Coastal Charm: 1/1 Studio in City - 10 mins to Downtown! 15 mins to Lido Beach

10.0 out of 10, Exceptional, (31)
"We adore this place! So quaint and so close to the city! They provided everything we would need! One of the best Vrbo that I’ve ever stayed in! The hosts communicate everything very well which is nice!!"
Coastal Charm: 1/1 Studio in City - 10 mins to Downtown! 15 mins to Lido Beach

Downtown Sarasota House By Siesta Key and Golfing

6.8 out of 10, (9)
"Wonderful location, great communication with property manager, wonderful rate (when property is available)"
The price is SAR 357
SAR 883 total
includes taxes & fees
1 Dec - 2 Dec
Downtown Sarasota House By Siesta Key and Golfing

Charming Studio Unit Across from Lido Key Beach

9.0 out of 10, Wonderful, (12)
"Great location within walking distance to the beach. They provide everything you need to experience the beach. From beach towels to coolers to boogie boards and water noodles. As well as the beach wagon to transport everything. The host was available for anything that was needed. You will like this location and accommodations. "
Charming Studio Unit Across from Lido Key Beach

Very tropical, private and peaceful, short walk to everything happening downtown

9.6 out of 10, Exceptional, (62)
"The host of this property is amazing. I had to reschedule this booking last minute. It was past the cancellation date. She allowed me to move it to a later date. I texted with her several times over the next few months. She always responded. The rental was exactly as it was presented. Cute little apartment very well stocked and clean. Super close to everything we wanted to do. We went to St Armand's circle and Lido beach. Would definitely stay here again. "
The price is SAR 409
SAR 1,114 total
includes taxes & fees
30 Nov - 1 Dec
Very tropical, private and peaceful, short walk to everything happening downtown

638 Madison · Downtown SRQ *Laurel Park * NEW* 2 bedroom* 75” TV

9.6 out of 10, Exceptional, (14)
"This property is very quiet and peaceful. Because of its location being close to downtown it was a great place to stay in order to get to anywhere in the city. The house was well stocked with supplies and very clean and comfortable! The only issue we had was the cable tv. It would not stay on in the living room, but that was ok because we were out and about most of the time we were there. So if you use the apps be sure to use your own passwords to sign in. We easily travelled to Lido Key,...
The price is SAR 451
SAR 1,161 total
includes taxes & fees
4 Dec - 5 Dec
638 Madison · Downtown SRQ *Laurel Park * NEW* 2 bedroom* 75” TV

Relax on the Coast This Winter!

10.0 out of 10, Exceptional, (103)
"First time to gulf side of Florida and not the last! Water so much calmer than Atlantic side for young family to play in. Dolphins/Manatees swimming by daily. Very memorable. In regards to the condo, very clean, was able to sleep family of 4 pretty easy. View of Gulf hard to beat. Pool very clean and not busy. Great stay and don't think you'll regret booking."
Relax on the Coast This Winter!

Private Patio, Walk to All, 2min- Siesta Keys Best Beach, 1min- Dining & Entertainment of Village!

9.6 out of 10, Exceptional, (180)
"Wonderful accommodation. Very clean and in a great location."
Private Patio, Walk to All, 2min- Siesta Keys Best Beach, 1min- Dining & Entertainment of Village!

Siesta Cooler: Only Minutes Walk to Siesta Beach!

9.6 out of 10, Exceptional, (32)
"We always like staying here. The condo has a nice outdoor porch overlooking the main drag. The bedroom is nice a dark for sleeping. Super convenient to everything. Safe. The only thing I would say negative is that the internet can be spotty at times. "
Siesta Cooler: Only Minutes Walk to Siesta Beach!

Vibrant Sarasota Studio < 1 Mile from the Beach!

9.6 out of 10, Exceptional, (29)
"."
Vibrant Sarasota Studio < 1 Mile from the Beach!

University Pines Studio in Sarasota

10.0 out of 10, Exceptional, (23)
"Very clean and nice. Would recommend and even stay again if im ever in the area again."
The price is SAR 270
SAR 652 total
includes taxes & fees
30 Nov - 1 Dec
University Pines Studio in Sarasota

Luxe Getaway! New Apt Corporate, Nurses welcome. Disney+

9.8 out of 10, Exceptional, (10)
"Great location, very comfortable, fun electric scooters with helmets, condiments and snacks! We were there for a wedding on Longboat Key and it was 4 miles to the wedding and easy driving. We asked to extend the check out so we could kayak on Lido Key the last day and permission was graciously and quickly given! We loved our stay!!!!"
Luxe Getaway! New Apt Corporate, Nurses welcome. Disney+
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Osprey
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Osprey

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2074)
"Our suite was very clean and the hospitality was wonderful. Would definitely recommend to anyone. If we ever visit the area again we would definitely stay there."
The price is SAR 601
SAR 657 total
includes taxes & fees
5 Dec - 6 Dec
Hibiscus Suites - Gateway to Siesta Key

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 star property
9.8 out of 10, Exceptional, (211)
"Facility was great … would certainly stay here again in the future "
The price is SAR 1,391
SAR 1,735 total
includes taxes & fees
3 Dec - 4 Dec
The Residences at Siesta Key Beach by Hyatt Vacation Club

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4537)
"The stay at the hotel was good. Issue was if you didn’t purchase their chair and umbrella then you were forced to sit at the end where the beach area is not kept nice. You’re spending the same money as everyone else to stay at resort. Should have the same right to sit where you want on the beach. "
Tropical Beach Resorts
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

What's it like to stay at an apartment in Osprey?
You’ll find 10 apartments to choose from in Osprey for your vacation. Why not take time to enjoy the popular beaches or seek out the top-notch restaurants? Discover some favorite places in the larger area like Siesta Key Beach and Lido Beach.
How do you know if an apartment is the right choice for your stay?
Often offering more space than a traditional hotel room, an apartment comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home but also for couples who want to stay in a quieter area.
What's a favorite apartment for my stay in Osprey?
Here are some of the favorite apartments in the area to choose from: The Ringling Beach House: Located in Siesta Key, 6.6 mi/10.7 km from the heart of Osprey. Includes free WiFi, private patios, and separate dining areas. Free parking and an outdoor pool are on site. Sea Club I Beach Resort: Located 16.3 mi/26.2 km away in Longboat Key. Amenities include free WiFi. Free parking and onsite laundry facilities are on site. Beach Getaway Steps from the Sand w/ Shared Pool, Fast WiFi & Parking: It’s located in Siesta Key, 7.3 mi/11.8 km away. SIESTA KEY BEACH , ROMANTIC UNIT C: 6.4 mi/10.3 km away in Siesta Key. Free WiFi and Smart TVs are included.
How many apartments can I expect to find in Osprey?
Expedia has 10 apartments to book in Osprey.
What will the weather be like when I travel to Osprey?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Osprey. The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 66°F. Average annual precipitation for Osprey is 44 inches.
What should I see and do in Osprey?
People visiting Osprey come for its restaurants and beaches. Family-friendly attractions include Nancy’s Consignments and Jim Neville Marine Preserve, whereas Turtle Beach and Nokomis Beach are a couple of great spots to enjoy the outdoors. Siesta Key Beach and Lido Beach are other popular places to visit in the area.
What's the best way to get to and around Osprey?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Sarasota-Bradenton Intl. Airport (SRQ), which is located 13.8 mi (22.2 km) from the city center. If you’d like to venture out around the area, you may want to rent a car for your trip.